Polyazodyestuffs



Patented July 13, 1937 i r UNITED STATES PATENT OFFIQE 2,086,880 i I I 'OLYAZODYESTUFFS' Hans Schindhelm and Carltheo Schultis, Frankfort-on-the-Main-Fechenheim, Germany, assignors to General Aniline Works, Inc., New York, N. Y., a corporation of Delaware No Drawing. Application June 14, 1935, Serial No. 26,703. In Germany June 2'7, 1934 4 Claims. (Cl. 260-385) Our present invention relates to polyazo'dyeparts of sodium nitrite. Then the formed diazostuffs more particularly to those of the general compound is combined with 36 parts of 2-(3'- f rmula; v carbo-xyphenylamino) 5 naphthol 7 sulfonic 7 acid in the presence of pyridine and sodium car- 5 RN=NC -N NR1 bonate. p 5 I The 'dyestuff is when dry a dark powder solu- N A ble in concentrated sulfuric acid with a blue and in water with a reddish violet color. It dyes wherein :R means the radicle of 1 a diazotizable cotton strong reddish violet shades, which turn 10 aromatic amine which may-contain the radicle to blue when converting the dyestuff into the 10 of a further azocompound of the benzene or naphcopper complex compound, while preserving the thalene series and Rrtheradicle of an aminohygood affinity and substantially increasing the droxy-naphthalene sulf onic acid, which may be fastness to light. The dyestufi corresponds to the substituted atgthe nitrogen atom which dyeformula:

v I p I SOaH nix-Q l 11035041: N=N OOH 120 N OH stuffs are capable of forming copper complex When starting from 2 naphthylamine-4,8-dicompounds and dye cotton bluish to violet to sulphonic acid and carrying out the other steps grayish shades of a good fastness to light, parof the reaction as described above the formed 25 ticularly in the form of the copper complex comdisazodyestuff dyes cotton very bright blue pounds. I shades of a good fastness The new dyestuffs are obtained by combining Exam le 2 a diazocompound. or a diazotized amlnoazocomp pound with S-aminoquinoline, diazotizing the Parts of the aminoazodyestuff, Obtained 30 b pared bydiazotizing17,3 parts of sulfanilic acid is when dry a dark powder soluble in concenaminoazodyestuff thus formed and combining by combining diazotized aniline-2,5-disulfonic with a suitable combining component. acid With a-naphthylamine in h p esence of In order to further illustrate our invention the y rochloric acid, are diazotized and combined following examples are given; but we wish it, h. p t of 8-amin0-quin01ine in t p L35 however, to be understood that our invention is 66 Of yd och o ic acid and sodium acetate. 35 not limited to the particular products or reac- The formed amino-disazodyestuff is diazotized tion conditions stated therein. again and combined with 31.5 parts of 2-phenyl- Example 1 amino-5-naphthol-7-sulfonic acid in the presence of. sodium carbonate and pyridine The 5-(4'-su1fopheny1-azo- )-8-aminoquinoline predyestuff of the formula: 40

HOaS NHCe s QN=N N=N N=N 45 sour V N 0H t and combining with a hydrochloric acid solution trated sulfuric acid with a blue in water with 0 of 14.4 parts of 8-aminoquinoline with the addia violet color. It dyes cotton bright blue shades tion of sodium acetate is dissolved in a suificient turning to greenish blue of a very good afiinity amount of dilute caustic soda solution and diand fastness to light when converting the dye-V j azotized with ice-cool hydrochloric acid and. 6.9- stuff into its copper complex compound. 55

When using for the formation of the trisazodyestuif as first component the Z-naphthylamine-4,8-disulfonic acid the formed dyestuif of the formula dissolves in water with a reddish blue and in concentrated sulfuric acid with a blue color. It dyes cotton blue shades which turn to gray of a very good fastness to light when converting the dyestuff into its copper complex compound.

We claim:-- 1. Polyazodyestuifs of the general formula which dyestuif is when dry a dark powder soluble in concentrated sulfuric acid with a blue and in water with a reddish violet color, dyeing cotton strong reddish violet shades which turn to blue when converting the dyestufi into the copper com- Y plex compound while preserving the good aflinity and substantially increasing the fastness to light.

3. The trisazodyestuff of the formula which dyestufi is whendry a dark powder soluble in concentrated sulfuric acid with a blue in water with a violet color, dyeing cotton bright blue shades turning to greenish blue of a very good afiinity and fastness to light when converting the dyestuff into its copper complex compound.

4. The trisazodyestufi of the formula wherein R stands for a radicle selected from the group consisting of diazotizable aromatic SOaH which dyestufi dissolves in water with a reddish blue and in concentrated sulfuric acid with a blue color, dyeing cotton blue shades which turn to gray of a very good fastness to light when converting the dyestufi into its copper complex compound.

HANS SCHINDHELM.

CARLTHEO SCHULTIS. 

